The Pitons and sea on St. Lucia
St. Lucia · The Grenadines · Grenada

Windward Islands
Catamaran Charters

Explore the cruising grounds, compare charter costs and find a catamaran for your own kind of escape.

Green peaks. Open-water horizons.

A Windward Islands catamaran charter pairs mountainous island scenery with beach anchorages and the possibility of meaningful time under sail. St. Lucia, St. Vincent and the Grenadines, and Grenada offer different starting points along the island chain. CatamaranWorld’s matching fleet lets you compare yachts advertising the region before choosing a route.

Build the trip around the direction and length of the passages, not just the distance between pins on a map. A week near St. Lucia has a different rhythm from a Grenadines itinerary or a Grenada departure. Your captain can advise which crossings and overnight stops suit the weather, your guests and the time available.

A one-way itinerary can be appealing, but the yacht’s schedule, delivery arrangements and any additional fees need confirmation. Compare crewed weekly rates together with meals, fuel and other quoted expenses. Tell CatamaranWorld which islands matter most and how much sailing your group enjoys so the shortlist reflects both.

How much does a catamaran charter
in Windward Islands cost?

Average advertised starting weekly rates from crewed Windward Islands catamarans listed on CatamaranWorld, in US dollars for the whole yacht. Compare sailing and power separately, with the yacht count and price range behind each average.

Sailing catamarans

99 yachts with published rates · USD / week
Catamaran sizeCrewed / week
Under 40 ft$9,500 average1 yachtAdvertised: $9,500
40–49 ft$16,554 average15 yachtsRange: $9,000–$24,600
50–59 ft$29,723 average46 yachtsRange: $16,405–$57,000
60–69 ft$45,812 average23 yachtsRange: $29,000–$61,500
70–79 ft$74,933 average12 yachtsRange: $45,900–$97,200
80 ft and above$95,000 average2 yachtsRange: $94,000–$96,000

Power catamarans

6 yachts with published rates · USD / week
Catamaran sizeCrewed / week
40–49 ftNo published rates
50–59 ft$31,860 average1 yachtAdvertised: $31,860
60–69 ft$61,000 average2 yachtsRange: $55,000–$67,000
70–79 ft$62,600 average2 yachtsRange: $55,000–$70,200
80 ft and above$106,000 average1 yachtAdvertised: $106,000

Conditions in Windward Islands

St. Lucia

Rodney Bay

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St. Vincent

Kingstown

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Grenada

St. George’s

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Considering a charter in Windward Islands?

Tell us your dates, guest count and preferred cruising area. We’ll help you compare the right catamarans and charter terms.

Current Windward Islands charter inventory (106)

Groovy charter catamaran

Groovy

From $14,150 / week
Caribbean Leewards, Caribbean Windwards
43' LOA6 guests4 cabins
TWO OCEANS charter catamaran

TWOOCEANS

From $26,000 / week
Caribbean Leewards, Caribbean Virgin Islands (BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (US/BVI), Caribbean Windwards
55.6' LOA8 guests4 cabins
Tryst charter catamaran

Tryst

From $51,000 / week
Caribbean Leewards, Caribbean Virgin Islands (BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (US/BVI), Caribbean Windwards
65' LOA11 guests5 cabins
Moon Shadow charter catamaran

MoonShadow

From $50,000 / week
Caribbean Leewards, Caribbean Virgin Islands (BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (US/BVI), Caribbean Windwards
65' LOA10 guests5 cabins
MISCHIEVOUS charter catamaran

MISCHIEVOUS

From $96,000 / week
Caribbean Leewards, Caribbean Virgin Islands (BVI), Caribbean Virgin Islands (US/BVI), Caribbean Windwards
80' LOA12 guests5 cabins
Moon 60 Hull 8 2025 charter catamaran

Moon60Hull82025

From $44,280 / week
Caribbean Leewards, Caribbean Virgin Islands (BVI), Caribbean Virgin Islands (US/BVI), Caribbean Windwards
63.4' LOA8 guests4 cabins

Explore charter locations

Browse all 106 Windward Islands charter listings by published home port. Markers show approximate base areas, not live yacht positions; seasonal cruising locations may differ.

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